Former Bears guard Chris Villarrial was a fixture at the position from 1996-2003, but he was entering unrestricted free agency in 2004, and the Bears chose not to match the Buffalo Bills’ big-money offer. Instead they chose to sign Buffalo’s castoff at the position, Ruben Brown, who had played in eight consecutive Pro Bowls for the AFC. Brown was a Buffalo cap casualty, then endured an inauspicious start in Chicago when he started just nine games before being placed on injured reserve. In 2005 he played in 12 games, missing four in the middle of the season with a chest injury. Angelo’s investment in Brown paid off in 2006, when during the Bears’ Super Bowl run he started all 16 games and was named to his ninth Pro Bowl. 2007 was the end of the road for Brown, while much of the rest of the Bears’ offensive line crumbled around him. Brown played in the team’s first eight games before being placed on injured reserve again with a shoulder injury. Brown played solidly for the Bears when healthy, and would have been listed higher here had his Chicago career been longer.